Search Cottages in Old Saybrook

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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 182 Cottages in Old Saybrook with updated reviews, rates, and availability.

Lakeside cottage overhanging the water, beautiful window views across the lake
Living room opening onto the upper deck

Lakeside cottage overhanging the water, beautiful window views across the lake

9.8 out of 10, Exceptional, (195)
"We stayed here as it was close to our daughters cheer Comp and it happened to be my husbands birthday weekend so we wanted to stay somewhere other than a hotel. We enjoyed the hot tub! The view of the lake, the fire pit, the spacious downstairs to watch tv and play family games! Very easy check in. Would recommend, we’d like to come back when weather is warmer to enjoy the lake "
The price is AED 400
AED 989 total
includes taxes & fees
25 Feb - 26 Feb
Lakeside cottage overhanging the water, beautiful window views across the lake
Waterfront Cottage in Branford
Exterior

Waterfront Cottage in Branford

10.0 out of 10, Exceptional, (90)
"House is beautiful and the view even better. On the waters edge and very quiet grandkids were occupied and very happy "
Waterfront Cottage in Branford
Historic Whitneyville Cottage
Exterior detail

Historic Whitneyville Cottage

9.6 out of 10, Exceptional, (14)
"Road noise was annoying. Otherwise as advertised."
Historic Whitneyville Cottage
Lakeside cottage ON the water with beautiful views up the lake!
Pool

Lakeside cottage ON the water with beautiful views up the lake!

9.8 out of 10, Exceptional, (171)
"We came for a couple of days for my son’s birthday and even though it was winter with the lake frozen over, there were still many options to keep us occupied all while staying warm and cozy. Definitely want to make a trip back for the summer!"
The price is AED 364
AED 943 total
includes taxes & fees
25 Feb - 26 Feb
Lakeside cottage ON the water with beautiful views up the lake!
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Beach

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

9.8 out of 10, Exceptional, (107)
"Cute place, very clean"
The price is AED 793
AED 1,850 total
includes taxes & fees
24 Feb - 25 Feb
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
The Dream Location for Your Perfect Vacation
Property grounds

The Dream Location for Your Perfect Vacation

9.8 out of 10, Exceptional, (16)
"beautiful quiet spot on the beach, great place to stay."
The Dream Location for Your Perfect Vacation
A beach cottage gem...
Welcome to Driftwood! Heaven on Earth!

A beach cottage gem...

10.0 out of 10, Exceptional, (62)
"“Driftwood cottage” was everything we were looking for when planning our visit. Clean, well appointed, comfortable and on the beach. This place is truly a gem. Hated to leave!"
A beach cottage gem...
Go Jump in the Lake!

Go Jump in the Lake!

10.0 out of 10, Exceptional, (138)
"Spent Christmas at the cottage with my family and we had an amazing time!! I highly recommend! Beautiful place, beautiful area! The host was fantastic and very responsive! 10/10! "
Go Jump in the Lake!
Waterfront Pool Cottage Watch Hill Misquamicut Westerly Beaches
Property grounds

Waterfront Pool Cottage Watch Hill Misquamicut Westerly Beaches

10.0 out of 10, Exceptional, (17)
"It was close to everything, the house was immaculate designed beautifully and the pool was amazing. Ron should be very proud of his rental property and he was a joy to deal with as well"
Waterfront Pool Cottage Watch Hill Misquamicut Westerly Beaches
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

The gardners Cottage 1 mile from long Island Sound - pet friendly

10.0 out of 10, Exceptional, (13)
"The cottage is cozy and clean. It has everything I need. and perfect for me and my dogs. We enjoyed our stay and had a nice winter break. We hope to come back next year. Thank you, Robin!"
The gardners Cottage 1 mile from long Island Sound - pet friendly
Fabulous Waterfront Property in the Heart of Wine Country
Waterfront Views overlooking Gold smith inlet. Great for fishing and kayaking.

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (171)
"Beautiful and cozy lakeside retreat. Super serene and peaceful place to stay."
Fabulous Waterfront Property in the Heart of Wine Country
Updated cottage "Beriozka" on Cedar Lake
Exterior

Updated cottage "Beriozka" on Cedar Lake

10.0 out of 10, Exceptional, (5)
"Pleasant and fully equipped, walking distance to a small lake with a beach good for watching the sunrise and reading."
Updated cottage "Beriozka" on Cedar Lake
Short Beach Coastal Cottage
Beach

Short Beach Coastal Cottage

10.0 out of 10, Exceptional, (14)
"It was really evident that the hosts enjoy this project. Very nice people and everything was tip top."
Short Beach Coastal Cottage
Southold Cottage w/ Patio & Grill - Walk to Beach!
Southold Vacation Rental | 2BR | 1BA | 2 Steps Required | 440 Sq Ft

Southold Cottage w/ Patio & Grill - Walk to Beach!

Southold Cottage w/ Patio & Grill - Walk to Beach!
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Exterior

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

10.0 out of 10, Exceptional, (2)
"This was an amazing place to stay. Beautiful property and EXCELLENT hosts! Thank you!"
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Newly Remodeled 2 Bedroom Cottage On The Beach. The Kaitlyn Cottage
Living area

Newly Remodeled 2 Bedroom Cottage On The Beach. The Kaitlyn Cottage

9.8 out of 10, Exceptional, (26)
"Beautiful place, clean , enjoyable beachside"
Newly Remodeled 2 Bedroom Cottage On The Beach. The Kaitlyn Cottage
Beach access Cozy Cottage
Interior

Beach access Cozy Cottage

9.8 out of 10, Exceptional, (6)
"Very clean and adorable place providing all one needs for peace and respite. I would return again."
Beach access Cozy Cottage
Private Guest House w/ Deck + Spectacular Views!
Montville Vacation Rental | 1BR | 1BA | 625 Sq Ft | Stairs Required to Enter

Private Guest House w/ Deck + Spectacular Views!

10.0 out of 10, Exceptional, (25)
"Meetings with friends who were staying at Mohegan Sun which was 20 minutes away. Pretty views, comfortable property. Would definitely return "
Private Guest House w/ Deck + Spectacular Views!
The Beach House: 8 min walk to Misquamicut, sleeps 5, beach parking/walk on pass
Outdoor dining

The Beach House: 8 min walk to Misquamicut, sleeps 5, beach parking/walk on pass

9.8 out of 10, Exceptional, (20)
"The beach house is in a lovely neighbor, friendly, with an East walk to the beach and local restaurants. Very Clean, wonderful outdoor shower, and the kitchen has everything you need if you are going to cook there. "
The Beach House: 8 min walk to Misquamicut, sleeps 5, beach parking/walk on pass
Updated '50's Cottage 5 mins to the beach with indoor and outdoor entertainment!
Exterior

Updated '50's Cottage 5 mins to the beach with indoor and outdoor entertainment!

10.0 out of 10, Exceptional, (19)
"We enjoyed our stay at your cottage. The location was perfect . The air fresheners we a bit overwhelming so we unplugged all of them. We plugged them all in as we were leaving this morning. "
Updated '50's Cottage 5 mins to the beach with indoor and outdoor entertainment!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Old Saybrook

adorable ranch in beach community
Front of House

adorable ranch in beach community

10.0 out of 10, Exceptional, (44)
"Beautiful location, lovely neighbors. House is dated as seen in photos. "
adorable ranch in beach community
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
The house from the driving shows the jelly shed and the corn crib.

⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

9.8 out of 10, Exceptional, (127)
"We loved our stay!"
The price is AED 1,010
AED 2,125 total
includes taxes & fees
26 Feb - 27 Feb
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Exterior

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

9.6 out of 10, Exceptional, (33)
"Lovely little cottage in a pretty, quiet neighborhood. Once you find it down the little lane, it's a great location to be in. Not far from town and close to the water, we really enjoyed relaxing at the house and in the backyard. Highly recommend."
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Old Saybrook cost?
Cottages in Old Saybrook range between AED 364 and AED 793 per night. These retreats offer a chance to touch base with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Old Saybrook?
Enjoy the beauty of nature in one of the 182 cottages on offer in Old Saybrook. To help you reserve a stay that’s right for you, take advantage of our filters to search for must-have perks or amenities.
Why book your cottage in Old Saybrook with Expedia?
Expedia has some excellent cottages in Old Saybrook, so get set for a memorable stay close to nature. If you have a certain budget, choose how much you’re willing to spend and the preferred star rating of your property. Or take advantage of our filters to search for cottages with a pool or a kitchen. We’ll help you find a suitable place whatever your plans or style of travel.
How can I find cheap cottages in Old Saybrook?
With Expedia’s useful filter tool, locating cheap cottages in Old Saybrook is a snap. To view accommodations that’ll make your wallet smile, narrow your search results by budget, amenities and star rating.